Take Tesla as an example -- a company who has tried to sell cars online. Since many states hadn't seen that before, they tried to rule that it was illegal due to dealer-sales regulation. Do you fault Musk for hacking this (bad) regulation by trying to work around it? Is he not proving its spuriousness by innovating in this manner?
In some cases its considered hero's work, and in other's villainous greed.
I don't see what being online has anything to do with it; the spirit of the rule - preventing the manufacturers from competing with dealerships - is valid anyway. I personally disagree with this rule, but the "online" part is just Tesla trying to get off on a technicality.
But if a manufacturer never setup a dealer program? Fair game to them, IMO.
The issue is that many states have laws preventing OEMs from selling directly.
There are similar laws for unions.
A law that forced OEMs who wanted to sell directly to have repair shops in the region would have that intention. In this case, it's pure window dressing.
States regulate auto manufacturers from competing with their dealerships; Tesla selling online would be a federal issue (interstate commerce).
Ergo, Tesla gets around bad regulatory capture by using a law that supersedes state law.
Or both simultaneously, sometimes even by the same people!
Since you explicitly mention "grey state," it appears you recognize the subjective nature of both law and morality.
For me, and presumably a bunch of other people, AirBnB and Uber provide really services far superior to their predecessors.
At least, this is what happened in Berlin (and AFAIR also some other large German cities), which is why Berlin is looking into banning AirBnB (by requiring special permits for vacation homes). Source e.g. http://www.spiegel.de/reise/aktuell/bussgelder-ab-mai-berlin...
So, it may not be AirBnB's fault primarily. They're just making bad situations even worse.
Why would you create a new home when you just can increase the rent?
But the idea that when you don't like a law, you're free to ignore it is not something acceptable in a civilized society. There are ways and means to affect the legal situation (and numerous companies in Europe managed to use them successfully when it comes to taxis - so much that on the old continent, Uber is not really an innovative service), but you have to play by the rules. Breaking them should - and usually does - result in you getting fined or imprisoned.
Uber is exploiting the high inertia of local government bodies; their strategy is to gain enough popularity fast enough that they can play the local population against lawmakers - not unlike a fast-spreading virus that overwhelms the host before their immune system can mount a defense.
What I don't want is to see this blatant, unilateral defiance against the law to spread. Today it's a taxi company with a silly app and a big marketing budget; tomorrow it will be the next hot e-commerce site that plays fast and loose with customer protection laws; the next week it will be a biotech startup that thinks biosafety regulations are optional and otherwise a nuisance.
The superiority of Uber's service over regular taxi is true (a bit smaller advantage over "people transport" companies we have in Europe, but Uber brought some "innovative" solutions to the continent too, like controlling taxi radio via Spotify...), but I absolutely disagree with the approach they take and even more I dislike the way this particular company behaves. There's also some blame to be put on the governments too, for not reacting quickly and decisively enough (kudos to Germany for doing it right) - there's little that can undermine the trust in the rule of law more than seeing people getting rich by ignoring the rules.
Civil disobedience is very much a part of civilized society, your premise is flawed.
As for civil disobedience itself - it may be necessary sometimes, but this should be something rare, not a business model.
Now I say to other people "don't worry, AirBnB hosts won't harvest your organs or anything" and they may begin trusting AirBnB hosts (or hosts in general) more.
Trust on a social level is something that keeps civilization together. It's what lets you do business and deal with people without constantly looking over your shoulder worrying that everyone is out there to fuck you over. AirBnB makes a lot of their money by eroding this trust.
I think the point the OP was making is that it might be better for you to do so, it's unclear whether it is better for everyone else.
Heck, this isn't just a game plan for startups, it's standard operating procedure for big banks. The only real way to deter bad behavior is to send people to prison.
Sounds like family christmas was a hoot :)